dating fails

22-year-old dumps her 27-year-old boyfriend after funding his expensive Miami boys’ trip: ‘He’s tossing cash, flashing MY money like he’s Drake. He didn’t even mention me in any of it. No “thanks,” no check-in text’

Etai Eshet

10+ Servers share the funniest dating mishaps they've witnessed: '[She] was actively on a dating app during the date!'

Ben Weiss

‘Every time she got a text from her coworker she was smiling at her phone’: 26-year-old tries to keep his girlfriend’s emotional affair secret during family lakehouse vacation, but cracks when her dad notices and corners him to spill the truth

Etai Eshet

24 Single Pringle Memes for 30-Somethings Still Searching for the One (May 22, 2025)

Ely Bulnes

‘He has her Social Security Number, based on the tax info she has sent him’: Office friends team up to rescue their coworker from a too-good-to-be-true online boyfriend, hoping to pull off a reality check on the scam before she hands over her savings:

Etai Eshet

Woman’s dreamy online boyfriend she’s never seen in person sets off her coworker’s catfish alarm as every story about his life in Europe multiplies red flags: ‘She’s convinced he’s going to come back and they will get married’

Etai Eshet

Woman plans wedding as her fiancé plots financial exclusion, pushing her to rethink their relationship’s future:; ‘I feel like we aren’t on the same page about our future goals’

Etai Eshet

Toxic boyfriend suddenly snubs girlfriend on her birthday, turning celebrations into a sob session: ‘I have absolutely NO idea why this happened’

Etai Eshet

35-year-old guy gets shamed by friends for dating a 43-year-old woman, only to discover they were trying to get him back together with his ex: 'We're done being friends'

Ben Weiss

25-year-old woman hides her 7-month-old baby from her boyfriend, sobs and bangs down his neighbor's doors after he breaks up with her: 'We had been seeing each other for a few weeks and I had no idea she had a baby'

Emmy Pratt

25 Single Pringle Memes for 30-Somethings Still Searching for the One

Ely Bulnes

Galentine's Day's Increasing Popularity Proves Female Friendship Is the Ultimate Goal for Ladies in 2025

Lana DeGaetano

22-year-old calls out 35-year-old boyfriend after condescending comments about her apartment: 'He was being so out of touch!'

Ben Weiss

Woman accidentally texts her date about how "rubbish" he is, he dashes and makes her pay the bill: 'Can you call me in about 5 minutes and I'll pretend there's an emergency?'

Ben Weiss

‘Very happy I can be unfiltered and liked’: 29-year-old man changes dating app bio from formal and boring to authentic and honest description and gets overwhelming increase in attention

Etai Eshet

32-year-old single woman refuses to date any man unless he's an 8+, makes at least $100K, attends church weekly, is taller than her, and doesn't have children: 'I am trying to tell her she's looking for a one in a million guy'

Emmy Pratt